Lead Digital Product Manager (Workday)

Allstate•USA - VA (Remote), VA
•$134,000 - $209,750•Remote

About The Position

The Lead Digital Product Manager (Sr Manager) will lead product strategy and delivery across Allstate’s Workday ecosystem. The role manages a team of product managers responsible for Core HR, compensation, time and attendance, talent management, recruiting, and onboarding capabilities. Working closely with HR, technology, engineering, and other product teams, this leader will develop and execute an outcome-based roadmap that improves employee experience and advances enterprise priorities. The role requires strong Workday platform knowledge and product management experience in an internal, end-user environment. The product leader evaluates competing business needs, determines how Workday capabilities fit together, and recommends whether to build, buy, or partner. They balance immediate stakeholder requests with broader platform implications, long-term product strategy, and the needs of Allstate employees. This is a remote position, with travel for periodic in-person meetings potentially up to once per quarter.

Requirements

  • Ten or more years of relevant product management, enterprise platform, HR technology, or related experience preferred.
  • Strong knowledge of the Workday platform, including how products, modules, features, and dependencies work together.
  • Experience leading product strategy and roadmap development for Workday or another large-scale enterprise SaaS platform in an internal, end-user environment.
  • Experience with Workday across multiple functional areas; Core HR, compensation, and time and attendance experience is strongly preferred.
  • Demonstrated experience evaluating and communicating build-versus-buy decisions.
  • Experience developing outcome-based roadmaps and prioritizing competing requests across stakeholder groups.
  • Strong judgment in assessing when requests should be deferred due to broader priorities, testing needs, downstream implications, or limited enterprise value.
  • Experience partnering with engineering teams and evaluating internal technology or AI-enabled capabilities alongside a vendor platform.
  • Strong executive communication, stakeholder management, and influencing skills.
  • Ability to explain complex product decisions and tradeoffs to technical and nontechnical audiences.
  • Experience leading, coaching, and developing product managers.
  • Ability to operate in a complex cross-functional environment involving HR, technology, engineering, operations, and vendor partners.
  • Comfort discussing technical dependencies, integrations, implementation considerations, and platform capabilities; engineering experience is not required.
  • Candidates should be able to travel for periodic in-person meetings, potentially up to once per quarter.

Nice To Haves

  • Experience with Workday talent management, recruiting, or onboarding.
  • Prior experience managing product teams and leading products across multiple business or functional areas.

Responsibilities

  • Lead product strategy, vision, roadmap, and lifecycle management for Allstate’s Workday product portfolio.
  • Manage, coach, and develop product managers supporting Workday capabilities across Core HR, compensation, time and attendance, talent management, recruiting, and onboarding.
  • Translate HR and business outcomes into product strategies, roadmaps, capabilities, and prioritized backlogs.
  • Balance the needs of HR Centers of Excellence and business stakeholders with the experience of Allstate employees as primary end users.
  • Evaluate requests based on employee impact, business value, effort, risk, dependencies, and alignment with long-term priorities.
  • Make and communicate build, buy, and partner recommendations that advance product strategy and maximize existing technology investments.
  • Determine when to use Workday capabilities, develop internal solutions, or consider additional vendor offerings.
  • Partner with engineering and technology teams to assess internal capabilities, including AI-enabled and agentic solutions that improve employee experience and business processes.
  • Develop roadmaps that clarify how and when stakeholder outcomes will be addressed, including when solutions or sequencing differ from vendor recommendations.
  • Lead discovery, testing, and learning activities to validate product concepts and inform investment decisions.
  • Define and monitor KPIs for employee adoption, business outcomes, operational effectiveness, and product value.
  • Coordinate shared features, integrations, dependencies, and backlogs across Workday and internally developed products.
  • Communicate product decisions, tradeoffs, and priorities to senior leaders, HR stakeholders, technical teams, and vendor partners.
  • Serve as a trusted Workday product expert while maintaining an enterprise-first perspective.
  • Challenge assumptions and make informed decisions that move work forward without requiring stakeholders to resolve every product or implementation detail.
  • Monitor product investments and operational effectiveness and recommend adjustments based on performance, priorities, and employee needs.
  • Lead the development and adoption of product management practices, techniques, and processes that support innovative, scalable solutions.

Benefits

  • Comprehensive technology setup, including a laptop, monitors, headset, keyboard, and mouse.
  • Monthly connectivity reimbursement for employees eligible to work from home.
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